Detailed information for compound 157123

Basic information

Technical information
  • TDR Targets ID: 157123
  • Name: benzyl N-[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxo- 1-[[(2S)-1-oxo-3-[(2,2,2-trifluoroacetyl)amin o]propan-2-yl]amino]-3-phenylpropan-2-yl]amin o]pentan-2-yl]carbamate
  • MW: 578.58 | Formula: C28H33F3N4O6
  • H donors: 4 H acceptors: 5 LogP: 3.84 Rotable bonds: 20
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)CNC(=O)C(F)(F)F
  • InChi: 1S/C28H33F3N4O6/c1-18(2)13-22(35-27(40)41-17-20-11-7-4-8-12-20)25(38)34-23(14-19-9-5-3-6-10-19)24(37)33-21(16-36)15-32-26(39)28(29,30)31/h3-12,16,18,21-23H,13-15,17H2,1-2H3,(H,32,39)(H,33,37)(H,34,38)(H,35,40)/t21-,22-,23-/m0/s1
  • InChiKey: DVYDVLADMAVBLX-VABKMULXSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl N-[(1S)-1-[[(1S)-1-benzyl-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]carbamate
  • N-[(1S)-1-[[[(1S)-1-benzyl-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoro-1-oxoethyl)amino]ethyl]amino]-2-oxoethyl]amino]-oxomethyl]-3-methylbutyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-oxo-3-(2,2,2-trifluoroethanoylamino)propan-2-yl]amino]-3-phenyl-propan-2-yl]amino]pentan-2-yl]carbamate
  • N-[(1S)-1-[[(1S)-1-benzyl-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]-2-keto-ethyl]carbamoyl]-3-methyl-butyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-oxo-3-[(2,2,2-trifluoroacetyl)amino]propan-2-yl]amino]-3-phenylpropan-2-yl]amino]pentan-2-yl]carbamate
  • phenylmethyl N-[(1S)-1-[[(1S)-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]-2-oxo-1-(phenylmethyl)ethyl]carbamoyl]-3-methyl-butyl]carbamate
  • N-[(1S)-1-[[[(1S)-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoro-1-oxoethyl)amino]ethyl]amino]-2-oxo-1-(phenylmethyl)ethyl]amino]-oxomethyl]-3-methylbutyl]carbamic acid phenylmethyl ester
  • N-[(1S)-1-[[(1S)-1-(benzyl)-2-[[(1S)-1-formyl-2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]-2-keto-ethyl]carbamoyl]-3-methyl-butyl]carbamic acid benzyl ester
  • L-Phenylalaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-2-[(trifluoroacetyl)amino]ethyl]-
  • AIDS-192648
  • AIDS192648

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human rhinovirus sp. Human rhinovirus A protease Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi TAR-binding protein 0.0208 0.2364 0.2364
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0723 1 1
Loa Loa (eye worm) hypothetical protein 0.0106 0.0842 0.0842
Echinococcus multilocularis proteasome (prosome, macropain) 0.0723 1 1
Echinococcus granulosus proteasome prosome macropain subunit alpha 0.0086 0.0544 0.0544
Schistosoma mansoni hypothetical protein 0.0106 0.0842 0.0842
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0155 0.1568 0.1568
Onchocerca volvulus Notchless protein homolog 0.0086 0.0544 1
Leishmania major proteasome beta 2 subunit, putative 0.0159 0.163 0.1148
Toxoplasma gondii adhesion regulating molecule region protein, putative 0.0093 0.0654 0.0116
Loa Loa (eye worm) 20S proteasome alpha5 subunit 0.0086 0.0544 0.0544
Leishmania major proteasome beta 5 subunit, putative 0.0723 1 1
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0235 0.2757 0.234
Echinococcus multilocularis proteasome subunit beta (t family) proteasome (prosome macropain) subunit beta 0.0086 0.0544 0.0544
Schistosoma mansoni adhesion regulating molecule 1 (110 kD cell membrane glycoprotein) 0.0093 0.0654 0.0654
Echinococcus granulosus proteasome subunit alpha type 2 0.0086 0.0544 0.0544
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Brugia malayi proteasome subunit alpha type 4 0.0086 0.0544 0.0544
Giardia lamblia Proteasome subunit beta type 2 0.0159 0.163 0.1148
Schistosoma mansoni tar DNA-binding protein 0.0208 0.2364 0.2364
Echinococcus multilocularis proteasome subunit beta type 7 0.0086 0.0544 0.0544
Schistosoma mansoni tar DNA-binding protein 0.0208 0.2364 0.2364
Brugia malayi latrophilin 2 splice variant baaae 0.0106 0.0842 0.0842
Loa Loa (eye worm) proteasome subunit alpha type 2 0.0086 0.0544 0.0544
Echinococcus multilocularis tar DNA binding protein 0.0208 0.2364 0.2364
Entamoeba histolytica probable proteasome subunit beta type 2, putative 0.0159 0.163 0.1148
Echinococcus granulosus proteasome subunit beta type 7 0.0086 0.0544 0.0544
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0723 1 1
Plasmodium vivax proteasome subunit beta type-2, putative 0.0159 0.163 0.1148
Schistosoma mansoni tar DNA-binding protein 0.0208 0.2364 0.2364
Toxoplasma gondii proteasome subunit beta type, putative 0.0723 1 1
Brugia malayi proteasome subunit alpha type 1 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit alpha 2 (T01 family) 0.0086 0.0544 0.0544
Loa Loa (eye worm) hypothetical protein 0.0093 0.0654 0.0654
Brugia malayi 20S proteasome alpha5 subunit 0.0086 0.0544 0.0544
Echinococcus multilocularis proteasome subunit beta type 6 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit alpha 7 (T01 family) 0.0086 0.0544 0.0544
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0235 0.2757 0.234
Echinococcus granulosus adhesion regulating molecule 1 0.0093 0.0654 0.0654
Plasmodium vivax proteasome subunit beta type-1, putative 0.0235 0.2757 0.234
Loa Loa (eye worm) proteasome subunit alpha type 1 0.0086 0.0544 0.0544
Plasmodium falciparum proteasome subunit beta type-1, putative 0.0235 0.2757 0.234
Plasmodium vivax proteasome subunit beta type-5, putative 0.0723 1 1
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0723 1 1
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0159 0.163 0.1148
Schistosoma mansoni proteasome subunit alpha 4 (T01 family) 0.0086 0.0544 0.0544
Echinococcus granulosus tar DNA binding protein 0.0208 0.2364 0.2364
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0159 0.163 0.1148
Schistosoma mansoni proteasome subunit alpha 6 (T01 family) 0.0086 0.0544 0.0544
Trypanosoma brucei proteasome beta 6 subunit 0.0235 0.2757 0.234
Loa Loa (eye worm) proteasome subunit beta type 1 0.0235 0.2757 0.2757
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0159 0.163 0.163
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0155 0.1568 0.1568
Echinococcus multilocularis 20S proteasome subunit alpha 6 0.0086 0.0544 0.0544
Loa Loa (eye worm) proteasome subunit alpha type 3 0.0086 0.0544 0.0544
Echinococcus multilocularis proteasome (prosome macropain) subunit beta type 0.0086 0.0544 0.0544
Echinococcus granulosus proteasome subunit beta type 6 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit alpha 1 (T01 family) 0.0086 0.0544 0.0544
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0235 0.2757 0.234
Brugia malayi RNA recognition motif domain containing protein 0.0208 0.2364 0.2364
Echinococcus multilocularis Proteasome, subunit alpha beta 0.0086 0.0544 0.0544
Schistosoma mansoni tar DNA-binding protein 0.0208 0.2364 0.2364
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0723 1 1
Giardia lamblia Proteasome subunit beta type 1 0.0235 0.2757 0.234
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0235 0.2757 0.2757
Loa Loa (eye worm) proteasome subunit beta type 3 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit beta 3 (T01 family) 0.0086 0.0544 0.0544
Echinococcus multilocularis proteasome subunit alpha type 2 0.0086 0.0544 0.0544
Echinococcus multilocularis Proteasome subunit alpha type 7 0.0086 0.0544 0.0544
Brugia malayi proteasome subunit beta type 2 0.0159 0.163 0.163
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0208 0.2364 0.2364
Loa Loa (eye worm) proteasome subunit alpha type 6 0.0086 0.0544 0.0544
Toxoplasma gondii proteasome subunit beta type 1, putative 0.0235 0.2757 0.234
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0723 1 1
Echinococcus multilocularis proteasome (prosome macropain) subunit alpha 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0159 0.163 0.163
Echinococcus multilocularis Proteasome subunit alpha type 7 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome catalytic subunit 1 (T01 family) 0.0086 0.0544 0.0544
Leishmania major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative 0.0235 0.2757 0.234
Brugia malayi proteasome subunit beta type 1 0.0235 0.2757 0.2757
Brugia malayi RNA binding protein 0.0208 0.2364 0.2364
Brugia malayi proteasome subunit alpha type 3 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit beta 2 (T01 family) 0.0086 0.0544 0.0544
Brugia malayi Proteasome subunit alpha type 7-1 0.0086 0.0544 0.0544
Trypanosoma cruzi 20S proteasome subunit 0.0159 0.163 0.1148
Brugia malayi Proteasome subunit alpha type 1 0.0086 0.0544 0.0544
Trypanosoma cruzi proteasome subunit beta type-2, putative 0.0159 0.163 0.1148
Echinococcus granulosus proteasome prosome macropain subunit beta type 0.0086 0.0544 0.0544
Brugia malayi Proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Plasmodium falciparum proteasome subunit beta type-2, putative 0.0159 0.163 0.1148
Echinococcus granulosus proteasome subunit alpha type 6 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit alpha 3 (T01 family) 0.0086 0.0544 0.0544
Echinococcus granulosus Proteasome subunit alpha beta 0.0086 0.0544 0.0544
Brugia malayi Proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Brugia malayi Calcitonin receptor-like protein seb-1 0.0155 0.1568 0.1568
Schistosoma mansoni subfamily T1A non-peptidase homologue (T01 family) 0.0086 0.0544 0.0544
Wolbachia endosymbiont of Brugia malayi ATP-dependent protease peptidase subunit 0.0086 0.0544 0.5
Echinococcus multilocularis subfamily T1A non peptidase ue 0.0086 0.0544 0.0544
Entamoeba histolytica proteasome subunit beta type 1, putative 0.0235 0.2757 0.234
Toxoplasma gondii proteasome subunit beta type 2, putative 0.0159 0.163 0.1148
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0723 1 1
Loa Loa (eye worm) TAR-binding protein 0.0208 0.2364 0.2364
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0723 1 1
Loa Loa (eye worm) proteasome subunit alpha type 7-1 0.0086 0.0544 0.0544
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0159 0.163 0.163
Brugia malayi Proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Echinococcus granulosus proteasome prosome macropain 0.0723 1 1
Echinococcus multilocularis Proteasome subunit alpha type 7 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome subunit beta 4 (T01 family) 0.0086 0.0544 0.0544
Mycobacterium ulcerans proteasome PrcB 0.0723 1 1
Echinococcus granulosus subfamily T1A non peptidase ue 0.0086 0.0544 0.0544
Echinococcus granulosus 20S proteasome subunit alpha 6 0.0086 0.0544 0.0544
Echinococcus multilocularis proteasome subunit alpha type 6 0.0086 0.0544 0.0544
Brugia malayi proteasome subunit alpha type 6 0.0086 0.0544 0.0544
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0086 0.0544 0.0544
Brugia malayi Adhesion regulating molecule conserved region family protein 0.0093 0.0654 0.0654
Schistosoma mansoni subfamily T1A non-peptidase homologue (T01 family) 0.0086 0.0544 0.0544
Schistosoma mansoni subfamily T1A non-peptidase homologue (T01 family) 0.0086 0.0544 0.0544
Schistosoma mansoni proteasome catalytic subunit 2 (T01 family) 0.0086 0.0544 0.0544
Echinococcus granulosus Proteasome subunit alpha type 7 0.0086 0.0544 0.0544
Echinococcus multilocularis adhesion regulating molecule 1 0.0093 0.0654 0.0654
Schistosoma mansoni proteasome subunit beta 1 (T01 family) 0.0235 0.2757 0.2757
Plasmodium falciparum proteasome subunit beta type-5 0.0723 1 1
Echinococcus granulosus proteasome subunit beta t family 0.0086 0.0544 0.0544
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0159 0.163 0.163
Brugia malayi proteasome subunit alpha type 2 0.0086 0.0544 0.0544
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0723 1 1
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0235 0.2757 0.2757
Loa Loa (eye worm) PAS-3 protein 0.0086 0.0544 0.0544
Loa Loa (eye worm) proteasome subunit beta type 2 0.0159 0.163 0.163
Schistosoma mansoni tar DNA-binding protein 0.0208 0.2364 0.2364
Schistosoma mansoni proteasome subunit beta 3 (T01 family) 0.0086 0.0544 0.0544
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0723 1 1
Trypanosoma brucei proteasome subunit beta type-2, putative 0.0159 0.163 0.1148
Loa Loa (eye worm) hypothetical protein 0.0155 0.1568 0.1568
Loa Loa (eye worm) RNA binding protein 0.0208 0.2364 0.2364
Brugia malayi proteasome subunit beta type 3 0.0086 0.0544 0.0544
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0723 1 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 1.8 uM Effective concentration in HRV-14 infected H1- HeLa cells by protection assay. ChEMBL. 9667969
Ki (binding) = 0.146 uM Binding affinity against HRV-14 3C protease. ChEMBL. 9667969
Ki (binding) = 0.146 uM Binding affinity against HRV-14 3C protease. ChEMBL. 9667969
TC50 (ADMET) = 25 uM Toxic concentration on HRV-14 infected H1- HeLa cells by protection assay. ChEMBL. 9667969
TC50 (ADMET) = 25 uM Toxic concentration on HRV-14 infected H1- HeLa cells by protection assay. ChEMBL. 9667969
TI (ADMET) = 14 Therapeutic Index of the compound against HRV-14 virus infection ChEMBL. 9667969

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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